"It really couldn't have gone any worse, is all I'm saying."
"Hmm?" I had to stop to catch my breath, and Kelsey stopped with me. "What couldn't have gone worse?"
"The orgy! Dillon, weren't you listening at all?" Kelsey asked.
"I... well, I was! But then... I must've gotten distracted." I answered sheepishly. I still wasn't sure why Kelsey had texted me to go on this run with her - I would've assumed she'd take Hannah's side in the break up - but I was glad she did. I liked this girl, and not just because she had gotten naked and stroked my dick a couple weeks ago. The memory of her nude body was getting me distracted again, as I looked my ex-girlfriend's friend up and down. Kelsey had such toned legs from her active lifestyle. Her tiny blue running shorts complemented her Georges Seurat-inspired leg sleeve tattoo, and her tight red sports bra complemented the flush in her heaving 36D tits. Her abs had a delectable thin sheen of sweat that I wished I had caused. I couldn't tear my eyes away from her expansive cleavage, as I remembered her confession that nipple play alone could make her-
"It was fun, obviously," Kelsey explained. "I tried a bunch of new things that I loved (although my sister tried to make me try a few things I didn't love). It changed my relationship with my roommate in a pretty constantly horny way. But I mean the way we handled you and Hannah couldn't have gone worse. I just feel like if we had included her, if we had at least talked to her about it, idk, if we had just done things differently, then maybe you two wouldn't have broken up afterwards."
"Yeah... yeah, I wonder the same thing sometimes," I replied glumly.
"Listen, we all really like you, Dillon. We think you and Hannah are a good match, we like hanging out with you, and we like having naked fun with you." Kelsey reassured me. "We want 2 or preferably 3 of those things to happen again. So, would it be alright if I called Hannah and plead your case for you?"
"You would do that!?" I was incredulous. "That would be amazing!!"
"Okay, great! I'll call her this afternoon. In the meantime... I see you staring at my tits! Does exercise make you horny?"
"Well, YOU make me horny," I said pointedly.
"That's a good answer," Kelsey smiled. "Exercise does make ME horny. So in the meantime, while you're technically broken up... how about some of that naked fun?"
This day just kept getting better. "Right here? Right now?"
"Why not? I mean, it must be weeks since a girl has made you cum," Kelsey speculated. I decided this was a good time to keep my mouth shut about Ava and Acadia. "Do you really wanna wait any longer?"
"Nope!" I looked around. I'd never done anything in public before, but the trail was empty. It had been hours since we had seen anybody else.
"Good! Then take your fucking shorts off."
I did as I was told, and Kelsey held out her hand for my shorts. She took them and laid them on the path in front of me, so she'd have a relatively soft place to kneel. Of all Hannah's friends, I had thought Kelsey was the most ambivalent toward me. Not so, I realized, as Kelsey took a broad lick of her palm and then grasped my quickly hardening dick. Kelsey proved again the assessment I had made during our orgy: she gave the best handjobs of any girl I'd ever known - ever heard of, even. I don't know how she did it, but her hand felt as good on my cock as a mouth or a pussy. It was warm and tight, but simultaneously soft and luscious. She gripped her fingers individually and crooked each knuckle independently, so that her hand perfectly conformed to the size and shape of my cock. As she stroked me up and down, each square centimeter of her hand constantly reformed around me so that my erection was always perfectly enveloped. Kelsey also seemed to know exactly how fast to stroke me, how to bring me right to the edge without letting me cum, and how to perfectly massage my balls. She put just the tip between her lips and pushed her tongue out to swipe back and forth along my frenulum, while both hands stroked my shaft.
"Do you like that, Dillon? Huh? You like the way I stroke your big cock? Look how, even with two hands, there's still room to stroke you up and down. Hmm, I bet you wish I'd stick this cock down my throat or in my little 23 year old pussy, don't you? But no, I just like giving handjobs! Maybe you wish there was another girl down here who would be more willing to blow you? Like maybe my black goddess of a roommate, Zoey? You know that ever since our little orgy, I've been making her suck my strap-on? She seems to be into it, and it turns me on like crazy. Maybe we'll let you watch again sometime... Are you ready to cum, Dillon? Are you? Wait, hold on!" Kelsey let go of me all at once and staved off my orgasm. "I have one more treat for you." Kelsey stood and shimmied off her shorts, giving me an up close and personal look at her pussy and her landing strip. "Sit down!" she commanded.
I sat quickly and my hopes soared that maybe I'd get to fuck another of my ex-girlfriend's friends.
Kelsey sat in my lap reverse cowgirl style, with my cock pointed up in the air between us. She reached down and thumped my cock against her pussy hair a few times. "This is where I want you to cum," Kelsey instructed me. "Right here on my thin little bush."
As Kelsey resumed stroking me, I reached up and pulled her tits free from her sports bra. I started tweaking her nipples and massaging her massive boobs. Over her shoulder, I saw a jogger approaching down the trail, but I was too deep to care now. Kelsey said she could cum from nipple play alone, and I wanted to add that notch to my figurative bedpost. Exercise must really get Kelsey horny, like she claimed, because I soon started recognizing the signs of orgasm in her. When the jogger was close enough that Kelsey could hear his footsteps, she turned and looked over her shoulder sharply in a panic. I took the opportunity to surprise her by pinching her nipples and pulling slightly. The excitement of what we were doing, combined with the thrill of being caught pushed Kelsey abruptly over the edge and she came violently in my lap. Her orgasm triggered mine, and I came hard and heavy, shooting six or seven thick loads into her pussy hair. The jogger sped up as he passed us and hurried down the trail.
"Give me your phone," Kelsey said once she'd caught her breath. I unlocked my phone and handed it to her. Kelsey pointed the camera down from her POV, toward my still mostly erect cock and her pussy covered in thick ropes of my cum. She took a few photos from slightly different angles until she was satisfied. "Don't let Hannah see those," she warned me.
***
***
***
"So, how long are you gonna be at your parents' house?" Kelsey asked.
I probably should've been mad at her for her part in the orgy with my now ex-boyfriend, but I mostly blamed Dillon for that. Plus, I needed the support of my friends right then.
"Oh, I don't know. Probably another couple of weeks. I can work remote, so there's no rush for me to come home." I told Kelsey.
"Makes sense... Are you still mad at Dillon?"
"Of course I am! He cheated on me!"
"True, true. If it's any consolation, I don't think Dillon was TRYING to cheat on you... He really seemed to think that you would be okay with blowjobs. And then at the end, Brittany blindfolded him so that he wouldn't know which of us was putting him in which hole. He looked genuinely relieved when he found out he hadn't fucked any of us, just Brittany." Kelsey explained.
"I guess that helps a little... I'm still not ready to forgive him though." I determined.
"I didn't think you would be! Maybe you shouldn't be. Go have some rebound sex! That'll make you feel better!"
I laughed. Maybe I did need to get fucked. Even things up a little.
"It was a weird night too..." Kelsey continued. "I thought it would be weird to see my step-sister slutting around, but I was actually fine with that, which was weird by itself. What got me though is that Taylor kept giving me these weird looks. And at the end of the night, we were all watching Brittany ride Dillon... I sat in the big chair first, and then Taylor insisted on squeezing in next to me! I kept trying to tell her to get her own chair, but she wanted her naked body pressed up against mine while we both masturbated. Even worse, the hand that wasn't on her clit, she used to stroke my thigh! I don't know, it just felt like she was coming on to me..."
"Hmm, that is weird." I agreed. "I mean, Taylor has always been a bit of a flirt, but- oh, hold on. Victoria is calling me. We're going out to dinner tonight. We'll have to talk about this more later. Thanks for calling to check in on me!"
***
After dinner, I spent the night at Victoria's place. She had her own apartment, of course, and it was nice to get out of my parent's house for a bit.
"It's been so great catching up with you!" I gushed. "I know we text pretty regularly, but we haven't had a hang like this since, what, high school?"
"I'm having so much fun!" Victoria agreed. "I'm glad to see you liven up too. You need it after what Dillon put you through!"
"Mmhhm," I agreed. I sipped my wine and looked over my best friend. She was a year younger than me, about the same 5'6" I was, with shoulder-length brown hair, and brown eyes. Her boobs were a little bigger than mine, as I knew she was about a 34B to my 32B, but not enough bigger for me to be envious. People often compared her to Jewel Staite. When we had got back to her place, she had changed into her pajamas: a matching short-sleeve snap-up shirt and shorts, both made of a turquoise silk with a small floral pattern. She'd lent me a similar all-black set for tonight.
"By the way, I LOVE the hair! That fiery metallic red? Very sexy villian-era of you. Have you done anything else rebellious in your rebound?"
I appraised my friend in a new light. I'd always thought she was cute. I don't know if it was the rebound or the wine or my recent experiences with Brittany... but I started to get a bad idea.
"You know," I began, "not really. I'm itching to though. I wanna get back at him for cheating on me. I wanna do something wild. I'm horny as hell... what do you suggest?"
"Well, obviously you need to find some random guy that'll just fuck you senseless!" Victoria giggled. "Hey, you're in your hometown. Any old crushes you wanna text for a booty call?"
"Hmm, maybe... I don't know if that's wild enough though... What's the craziest thing you've done sexually?" I asked.
Victoria blushed lightly, but grinned at me conspiratorially. "Have you... ever done anal?" she asked me.
